Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation

[Image: see text] A novel iodide-catalyzed intermolecular aminooxygenation strategy is described here. Amide is used as the O- and N- source to probe for regiocontrol strategies. Notably, simple additives can be selectively introduced to achieve regiodivergent oxyamination processes for electronical...

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Autores principales: Wu, Fan, Kaur, Navdeep, Alom, Nur-E, Li, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8243328/
https://www.ncbi.nlm.nih.gov/pubmed/34240078
http://dx.doi.org/10.1021/jacsau.1c00103
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author Wu, Fan
Kaur, Navdeep
Alom, Nur-E
Li, Wei
author_facet Wu, Fan
Kaur, Navdeep
Alom, Nur-E
Li, Wei
author_sort Wu, Fan
collection PubMed
description [Image: see text] A novel iodide-catalyzed intermolecular aminooxygenation strategy is described here. Amide is used as the O- and N- source to probe for regiocontrol strategies. Notably, simple additives can be selectively introduced to achieve regiodivergent oxyamination processes for electronically activated alkenes while being regio-complementary for unactivated alkenes. Our preliminary data demonstrates that this regiocontrol strategy based on nucleophile can also be applied in asymmetric processes using chiral hypervalent iodine catalysis.
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spelling pubmed-82433282021-07-06 Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation Wu, Fan Kaur, Navdeep Alom, Nur-E Li, Wei JACS Au [Image: see text] A novel iodide-catalyzed intermolecular aminooxygenation strategy is described here. Amide is used as the O- and N- source to probe for regiocontrol strategies. Notably, simple additives can be selectively introduced to achieve regiodivergent oxyamination processes for electronically activated alkenes while being regio-complementary for unactivated alkenes. Our preliminary data demonstrates that this regiocontrol strategy based on nucleophile can also be applied in asymmetric processes using chiral hypervalent iodine catalysis. American Chemical Society 2021-04-29 /pmc/articles/PMC8243328/ /pubmed/34240078 http://dx.doi.org/10.1021/jacsau.1c00103 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Wu, Fan
Kaur, Navdeep
Alom, Nur-E
Li, Wei
Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation
title Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation
title_full Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation
title_fullStr Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation
title_full_unstemmed Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation
title_short Chiral Hypervalent Iodine Catalysis Enables an Unusual Regiodivergent Intermolecular Olefin Aminooxygenation
title_sort chiral hypervalent iodine catalysis enables an unusual regiodivergent intermolecular olefin aminooxygenation
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8243328/
https://www.ncbi.nlm.nih.gov/pubmed/34240078
http://dx.doi.org/10.1021/jacsau.1c00103
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AT alomnure chiralhypervalentiodinecatalysisenablesanunusualregiodivergentintermolecularolefinaminooxygenation
AT liwei chiralhypervalentiodinecatalysisenablesanunusualregiodivergentintermolecularolefinaminooxygenation

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